通过X射线晶体学确定的2,3-O-碳酸酯保护的α-和β-L-鼠李吡喃糖苷的近似H(5)环构象
Approximate H(5) Ring Conformation of 2,3-O-Carbonate Protected α- and β-L-Rhamnopyranosides as Confirmed by X-Ray Crystallography.
作者信息
Crich David, Vinod A U, Picione John, Wink Donald J
出版信息
ARKIVOC. 2005 Aug 17;2005(6):339-344.
Abstract
2,3-O-Carbonate protected rhamnopyranosides with both the α- and β-anomeric configuration are shown crystallographically to have ring conformations that differ significantly from the chair and which approach the (o)H(5) half-chair. This distortion, which is greatest in the α-anomer, provides a basis for the α-selectivity of 2,3-O carbonate protected manno- and rhamnopyranosyl donors as well as the conformationally related 2,3-O-alkylidene derivatives, in homogeneous solution phase glycosylation reactions.
摘要
具有α-和β-异头构型的2,3-O-碳酸酯保护的鼠李吡喃糖苷经晶体学研究表明，其环构象与椅式构象有显著差异，且接近（o）H（5）半椅式构象。这种扭曲在α-异头物中最为明显，它为2,3-O-碳酸酯保护的甘露糖基和鼠李糖基供体以及构象相关的2,3-O-亚烷基衍生物在均相溶液相糖基化反应中的α-选择性提供了基础。
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